One-pot synthesis of densely functionalized thiazoles and syn-3-Thioacrylates

A sequential one-pot, two-step reaction has been established for ecient synthesis of densely functionalized thiazoles and syn-3-Thioacrylates. Treatment of cyanoacetamide with isothiocyanates gave rise to 2-cyano-3-mercaptoacrylamides, trapped by but-2-ynedioates through [3+2] cyclization to access functionalized thiazoles. Using propiolates to replace but-2-ynedioates, the reaction resulted in highly substituted syn-3-Thioacrylates. The present green synthesis shows several advantages including operational simplicity and fast reaction rates, which makes it a useful and attractive process of library generation for drug discovery.